Out of deference to DT, I'M not gonna flip him the bird just to be contrary.

You have all had it happen. Be it a Micro-Manager, a My-Way-IIs-Bester, or a Been-There-Done-Thater, we've all had someone suck the living joy out of a surprise we had going. Even if someone just arrogantly said, "Called it," it's happened.

Share a story about a time when you or someone else did not necessarily ruin a well thought-out plan, but still somehow took the fun out of it.

Our group had been tasked to prevent a courier from delivering poison to the city's water source. Given the stakes we came up with a plan with multiple levels of redundancy. The cleric and rogue were assigned to guard the two entrances to the aquifer. The wizard and my ranger were in position to snipe the courier well before he got close. Finally, the barbarian was our last line of defense. If the courier got past everyone else he'd only do so after taking enough damage for the barbarian to kill him out right. At any rate while we were coming up with this plan the barbarian asks the GM if anyone is watching us. Long story short, one spot check and a tackle later and our plan is defunct, the courier has several broken bones, and the barbarian is laughing his ass off for being the only one to wonder if we were being watched.

"I'm gonna be the hero this time! Guys, I got this." And then a third of the jailed party burst free on their own anyways. The bard still got to talk and desperation his way through the guards to the rest, but the ones he had really wanted to show his use to were already gone and he seemed a bit unhappy the whole time.

Along this train of thought, what is the opinion of a dragon guarding someone else's hoard? I ask because I have this one young dragon that was tasked by a wizard he knew to guard some loot until worthy adventurers come to earn it. Is that something that would be considered out of character for a dragon to do?

I'd find it to be one NEAT idea on the part of the GM.
i mean, obviousely, the adventurer are going to assume that the dragon is out to kill them, and they won't waste time trying to make sure. Loosing the element of surprise? No!
So having a dragon who is like "you should just asked. i have dozens of sacred amulet of plot-importance, i don't care if you take one" might be interesting. Plus, actually going alone and asking the dragon is taking some big risks.

But this is all due to GM little sister privilege, the whole thing is ruined. Especially when the party was up to some rude fighting.

I took the joy out of my own plan.
There was a PvP duel, you see, and I have a fairly optimized build. The other guy didn't even get to take his first turn, as I jetpacked over his head and shot him 8 times in the back with armor-piercing rounds.

Our last session was down our fighter, paladin, and ranger, so we had just my Rogue, and the witch from the Party. We also had the Witch's talking familiar, and my character's 1/2 DMPC girlfriend, a weather ranger.

Our Witch is hex heavy, and Spell light, so at this point (after turning a fire at the gulf house into a sleet tornado), she was down to Slumber and Flurry of Snowballs (iirc). None of the imps seemed keen on sleeping, so they were almost always one or two shot by me and the DMPC (there were many imp jokes made that day, from imp-kebabs to imp-erfection). And then we hit the final boss, a Bearded Devil. It has Greater Teleport at Will. The DM's plan had been that we'd beat it silly, and it'd flee, even if it only held at 1hp because of DM fiat. But then it failed it's will save against Slumber, and I confirmed crit coup de graced it, killing it in the surprise round, no chance for it to get away.

The witch then ripped out its heart with her bare hooves, giggling as she searched the room for more alchemical supplies. It was a great moment for us, and it was revealed that we now have complete advantage over this arc's villain, as he has no idea we're coming. Mwahahahaha!

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